So I'm planning this ambush on the party I'm currently DMing through Rise of the Runelords (fortunately none of them are here so I can freely talk about it).
Background:
One of the characters has made herself quite wanted (outside of the Sandpoint area). I had a team of bounty-hunters arrive in town and I had them plan a stake out. They determined that the party was staying at the Rusty Dragon and the bounty-hunters set up at the White deer inn.
The bounty-hunters sent a rogue in disguise to the Rusty Dragon to gather information. The rogue...failed his disguise roll. (problem 1 for the DM). (He was trying not to look like an elf...long story). But while the party wasn't present when he was there, Ameiko (who knows the party well and is friends with them) was. Ameiko noticed this strange guy attempting to look not-like-an-elf asking questions about the party. So later, she notified the party.
In a completely separate incident out of the blue three of the party members decide to go to the White Deer. (one of those random "what you never go there!" incidents that made problem #2 for the DM). The wanted character walks right in with the huge half-orc barbarian and the party's Cleric. As I wasn't anticipating this I had the bounty-hunters not anticipating this and they were caught at the bar without weapons having lunch. I had the wanted character make a perception roll and she noticed them staring and then PROCEEDED TO PICK A FIGHT WITH THEM. So to make a long story short the bounty hunters thought their cover was blown, they backed down and packed up and left town. (but did not say why they were there).
So now some time later my bounty hunters (all of whom the party knows what they look like - excepting the rogue) are planning to ambush the party.
They know the party frequents the Hagfish, and that when in the Hagfish they spend an inordinate amount of time drinking the stuff that makes you vomit from the fish-tank and generally causing trouble.
So the bounty hunters plan to ambush the party at the Hagfish. Their idea is to incapacitate the characters (they don't want unnecessary murder charges) and make off with the wanted character in a boat from the Hagfish's dock thus preventing any pursuit.
The scheme will involve most of the bounty hunters staying out of sight. They will be awaiting a signal from the rouge before they appear. (They will be hidden around and about the Hagfish, having taken the owner and the few mid-afternoon customers prisoner in the kitchen area).
The rogue will be in disguise again tending bar. He will serve the characters poisoned drinks.
One of the bounty hunters will be playing the part of a customer in the back drinking.
So there are two NPC's in disguise.
The rogue will serve them a save vs unconciousness poison saying that it's a new brew "Deep Gnome Draught. Too hardy for the average human!" (This should have the characters stumbling all over themselves to drink it).
The plan is once served the characters knock out (or dont') and everyone descends on the remainder of the party after the rogue yells "HEY YOUS GUYS OKAY?"
Now, finally the rules questions:
#1. The bartender will be under direct observation. However the rule for disguise states: "If you don’t draw any attention to yourself, others do not get to make Perception checks." does this require a perception check? I would think yes, since the bartender is interacting with them and attempting to impersonate another race.
#2. The bounty hunter in the back acting like a customer will not be most likley drawing any attention to himself. However the characters HAVE seen him before. Does this require a perception check?
#3. The Poison. Should there be any check for this? The characters know it's supposed to be potent, and know it's nothing they ever had before.
#4. Should there be any checks to notice people hidden around the establishment if they are all well out of sight?
Thanks for the input, sorry if it's too many details.
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#1. The bartender will be under direct observation. However the rule for disguise states: "If you don’t draw any attention to yourself, others do not get to make Perception checks." does this require a perception check? I would think yes, since the bartender is interacting with them and attempting to impersonate another race.
Yes - perception to see through the disguise.
#2. The bounty hunter in the back acting like a customer will not be most likley drawing any attention to himself. However the characters HAVE seen him before. Does this require a perception check?
Only one of very low DC to see that there is someone sitting there. No check to see through the disguise unless they interact.
#3. The Poison. Should there be any check for this? The characters know it's supposed to be potent, and know it's nothing they ever had before.
No check.
#4. Should there be any checks to notice people hidden around the establishment if they are all well out of sight?
Perception vs Stealth as usual, if they are in line-of-sight.